June 4, 2023

I don’t have a fashion crystal ball, sadly, so I can’t tell you what the weather will be in a few weeks’ time. But you know what I can tell you? In a little under a month, we’re going to be in autumn, and that, my friends, is what I like to call midi-dress time. For starters, it’s the best length whatever your height. It’s also great for the slightly warmer autumn days but also a great option for cooler months, making it the ideal outfit option for the changeable weather we’re currently experiencing. What I’m saying is, and there’s no fighting me on this, the midi dress reigns supreme. Hands down, it’s also the best frock to wear with boots.

best autumn midi dresses

In short, it is the Goldilocks of dresses—not too long and not too short, which makes it ideal for showing off your footwear. For this coming season, there are quite a few ankle-boot trends that are bubbling up, and let me tell you, you don’t want to be hiding your fancy new shoes under too much material.

So without any more faffing, here is my list of the best autumn midi dresses you’re going to love wearing with boots—or any footwear for that matter. 

Abercrombie & Fitch Short-Sleeve Smocked Midi Dress
Abercrombie & Fitch
Short-Sleeve Smocked Midi Dress
£72

& Other Stories Printed Lace Maxi Dress
& Other Stories
Printed Lace Maxi Dress
£120

Astrid Dress
Elliatt
Astrid Dress
£228

Khaite Mischa Knit Dress
Khaite
Mischa Knit Dress
£1260

Aligne Dakota High Neck Tiered Midi Dress in Meadow Floral
Aligne
Dakota High Neck Tiered Midi Dress in Meadow Floral
£89

Rixo Agyness Dress
Rixo
Agyness Dress
£305

Karen Millen Curve Linen Viscose Woven Shirt Dress
Karen Millen
Curve Linen Viscose Woven Shirt Dress
£112

Dodo Bar Or Black June Knitted Dress
Dodo Bar Or
Black June Knitted Dress
£500

Free People Trixie Sweater Maxi
Free People
Trixie Sweater Maxi
£88

Queens of Archive Chrissy NYC Dress
Queens of Archive
Chrissy NYC Dress
£290

Ganni Shirred Gingham-Seersucker Midi Dress
Ganni
Shirred Gingham-Seersucker Midi Dress
£205

AllSaints Hera 2-In-1 Dress
AllSaints
Hera 2-In-1 Dress
£199

Zimmermann Estelle Tiered Silk-Satin Midi Dress
Zimmermann
Estelle Tiered Silk-Satin Midi Dress
£820

Kitri Persephone Dress
Kitri
Persephone Dress
£165

Polo Ralph Lauren Wrap Midi Dress
Polo Ralph Lauren
Wrap Midi Dress
£189

Hollister Sweetheart Midi Dress
Hollister
Sweetheart Midi Dress
£49

Self-Portrait White Polka-Dot Taffeta Midi Dress
Self-Portrait
White Polka-Dot Taffeta Midi Dress
£340

Chloé Green Crepe Midi Dress
Chloé
Green Crepe Midi Dress
£2280

Tailored Check Midi Dress
Karen Millen
Tailored Check Midi Dress
£128

Altuzarra Knitted Midi Dress
Altuzarra
Knitted Midi Dress
£1160

Karen Millen Leather Button Through Midi Dress
Karen Millen
Leather Button Through Midi Dress
£320

Free People Juniper Shirred Dress
Free People
Juniper Shirred Dress
£248

& Other Stories Voluminous Sleeve Jacquard Midi Dress
& Other Stories
Voluminous Sleeve Jacquard Midi Dress
£120

Faithfull the Brand Marita Floral-Print Linen Midi Dress
Faithfull the Brand
Marita Floral-Print Linen Midi Dress
£310

COS Belted Utility Dress
COS
Belted Utility Dress
£79

Ghost Martha Dress
Ghost
Martha Dress
£169

Arket Puff Sleeve Cotton Dress
Arket
Puff Sleeve Cotton Dress
£79

COS Midi Tube Dress
COS
Midi Tube Dress
£79

& Other Stories Belted Ruffle Midi Dress
& Other Stories
Belted Ruffle Midi Dress
£135

Alessandra Rich Pink Lace-Trimmed Check Dress
Alessandra Rich
Pink Lace-Trimmed Check Dress
£1755

Ganni Ripstop Dress
Ganni
Ripstop Dress
£225

AllSaints Nima Dobby Dress
AllSaints
Nima Dobby Dress
£245

This post was originally published at an earlier time and has since been updated.

Next Up: 15 Outfits That Are Going to Look Just as Good in Autumn